Windsor, Ontario Sex Ads and Adult Classifieds

Windsor, Ontario sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!

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  • May 31st, 2026
  • Lookin' for a Playmate? Let's Make a Playdate!... Sexy Windsor Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Windsor. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more mature...
  • Tall, Dark, Handsome Lesbian My name is Selena and I am tall, dark haired, in my 40s and still in my sexual prime! I have Latin heritage and I am fiery but kind. I do not have a bad temper but I am passionate. Age doesn't matter as much as personality and spirit. Any race, any height/weight. I love all body types as long as you...
  • 2 ASAINSπŸ‘­πŸ’Žbj/gfe/rubs Do you want to feel the soft touch and body of a hot and petite ASIAN girl?? How about two asian ladies, who know how to make you feel good in all the right places.. Let them rub, kiss and lick you. All over your body, check them out here, we're waiting. ❀️ My Profile - Learn more about me. οΏ½...
  • πŸ˜‡ πŸ† 😍TRANNY COUPLE -Windsor- SHEMALE SWINGERSπŸ˜‡ πŸ† 😍 Hey babe, are you interested in Shemale or Transsexual Sex? How about a shemale couple looking for you to join? If you want to have some sex and swing with us.. You MUST be willing to do whatever we say. Do you want to play with our cocks and boobies at the same time?. Swap TS Nudes & Conta...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • Vivacious Redhead Bi-curious in Windsor... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...
  • I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Windsor area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encounte...
  • We’re a couple (male female) looking for a male in Windsor... Try a Kinky Threesome With Us! Bill and Maria here looking for a man who would like to explore some kink and fetish here in the Windsor area. We are both bisexual and want to try out some new things with a man who is sexy, open minded, well groomed and around our age (21 - 32 or so) Of course this ...
  • Hello! My name is Alexis in Windsor Sex Hookup in Windsor If you are looking for someone to entertain you and be your ultimate fantasy girl, that is me. I am hot and sexy and want to hook up with someone with warm feelings and a bright personality.  Send your pic for mine.  AlexisXoXoXo If this ad is online then I'm availa...
  • Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Windsor. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride you'...
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Windsor to melt your stress away and relieve that pent up sexual tension like no other. I host and offer full amenities and services to my gay clients. All men are welcome as well as couples who need to unwind and spice up the day the right way. I serve gay, bixsexual and bi-cu...
  • Super sexy busty woman looking for love and appreciation Super Sexy, Busty Woman in Windsor Hello. My name is Lyla. I am new to this area and looking forward to exploring more. Would like to date genuine, honorable and funny man. I love sexy and being sexy and being admired by a gentleman. View my profile pics BustyLylaX...
  • Confident Domme Seeking a Submissive Woman πŸ–€β›“οΈ Some relationships are all about chemistry. Some are about trust, control and the subtle thrill of giving up control to someone else. I’m a confident lesbian Domme and I adore the dynamic of being the dominant partner to a sweet and lovely female sub who enjoys being guided, disciplined, spank...
  • Windsor Cougar Could be a Cubs Delight Tonight!... Cougar on the Prowl in Windsor Hi there you sexy cubs I'm Joan and I'm gonna spoil you tonight! My den or yours, let's get wild in the sheets till I've had my fill. If you are a cub between 18 and 30 and live in the Windsor area then I've got something for you. Maybe you thought school was ou...
  • Well Endowed Shemale is beautiful Windsor 32 Well Endowed Shemale in Windsor I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and pr...
  • πŸ”₯Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes πŸ’‹πŸ†  Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34,  toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who  understands my body type through strong hand usage and dominant presence and filthy sexual thoughts. Your ...
  • Thick Latina Looking for a Confident Man πŸ”₯🌹 Hi guys, it's Camila. I am 22 years old, curvy and latina. I think that confidence is probably the most sexy quality a man can have. I'm really into confident men with a great sense of humor who know how to have fun and live life without over thinking things. My Pix - Message Me  I'm a very af...
  • Windsor ❀️‍πŸ”₯ Sexy Ebony with Tattoos & Zero Patience for Weak Vibes  πŸ“Windsor Dominant Ebony Lady - Seeking Man ABOUT ME: I'm a bit sassy, I have tattooes, I'm in my 20's and I'm looking for some sexy fun. That's why I made this w4m ad in the first place. I work as an event planner. So I know where all the good parties and events are.. πŸŽ‰πŸΎ WANT TO...
  • Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...
  • Submissive and Need a Dominant Sir in Windsor Our Little Kinky Secret in Windsor Allow me to introduce myself, I am Chelsea here in Windsor looking for a Master to give me what a real woman needs. I am into domination, humiliation, bondage, roleplay, gags, whips, toys and am still exploring my fetishes. I'm a professional woman working in the ...
  • Bi, Sweet & Curious πŸ’• Looking for a Man or Woman or Both haha!! Windsor My Bi-Curiosity pulls me toward someone who listens like they’re really here. Talking feels easier when laughter doesn’t need to be loud. A spark grows best if it’s left alone, not pushed under pressure. Nights work best when they unfold without warning. Being seen matters more tha...
  • DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...
  • Cuckhold Bull in Windsor Available for Couples... Hello, I'm Ryan and live in Windsor offering my unique service as a Cuckhold bull. I have the physical credentials and am attractive. I stand 6'0, good shape, 9"+ inches, thick and uncut, single, black hair, blue eyes and I am a very easy going guy.  Respect and attentiveness are my watchwords...
  • Mature Latvian lady seeking mature fun gentleman 🐈🐈 Mature Latvian Lady in Windsor Hello there. I am Rada and I am a sexy mature woman from Latvia, now in Windsor. I am very independent and charming and looking for a guy I can talk with and laugh with and just hang out with on weekends. Please contact me online or text....
  • Sports loving Female : Rare, grab me while you can! Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are into that go ahead and message me! Sporty_Coll...
  • Shy girl looking for first date Shy girl for lesbian hookup in Windsor It is so hard to meet people at the moment and I am really wanting a date. No strings unless we hit if off. I am careful with socializing, so don't worry about me not being safe. I'm a lipstick lesbian femme, looking for fun chick to hang out with and see wher...
  • Here to be your sexy little slut.... Slut in Windsor Wants NSA Hey you sexy men in Windsor I'm Jill and I just can't help it when I see a hot guy. I fall in love (or lust) and want him to kiss me, touch me, and squeeze me and be in me. There are lots hot guys around here and I know I can't have em all, so here I am to get at leas...
  • πŸ’¦Male for Male – NSFW Only: You Dom, I Submit. Period. πŸ˜ˆπŸ–€  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❀️✨ I completely submit to all things kinky while being body-positive and ready to sur...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Windsor  Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • Femme looking for Femme Femme for Femme in Windsor Hi, thanks for looking at my ad. My name is Kari. I'm femme, looking for femme. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I recently upgraded my car, so let's go for a ride! I am currently studying dentistry and work two...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • Tantalizing Tina with a HUGE W33NAH! Windsor Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Windsor men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me: 2...
  • Nerdy Tech Guy With a Fun Side πŸ€“πŸ’¬ The first time you meet me, I think you would describe me as the smart quiet guy until the playful man comes out. I work in the tech industry and am a huge movie and game fanatic. I love to have long conversations in the dead of night about everything from travel to the most useless piece of trivia ...
  • Confident Ebony Swinger Queen Seeking Fun Connections πŸ”₯🍷 Hello, I am a beautiful, confident ebony woman. I am a full figured woman, very charming and very playful. I love the swinging lifestyle. I find that the swinging lifestyle is a very positive atmosphere. Everyone is very open-minded and everyone is here to have fun. I look for good chemistry with re...
  • James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
  • Joker and a Smoker... I'm a 30 year old, 6'1, 200 pound hardcore biker living in Windsor and I go by the handle of Joker. Looking for my sexy road queen who preferably smokes too, or at least doesn't mind that I do. All this anti-smoking shit brings out the rebel in me, and if you're like me then we'll get along gre...
  • Married But Playing in Windsor Married Woman Playing in Windsor Hey guys. My name is Jessica @Jexxica27, age 27. I'm married but playing around. He don't care. He said so and he cheated on me first so here I am. I just want to have a good time, no strings attached. Can you give me what I haven't had in a long time? I like i...
  • Irresistible woman desiring to be wanted Hello, I am originally from Portugal and would love to meet a handsome, funny guy to do to movies and dinner with. I am new to this online dating scene but hopefully, you will be nice! Please message me @IberianLady1 Olá, sou natural de Portugal e adoraria conhecer um tipo bonito e engra&cce...
  • What songs make you dance? Are you the Stayin Alive type? the Twerker type? Currently looking for a Windsor girl and I love a girl with rythm and groove who knows how to get down. I am not the shy type and some would say extroverted. I love a good time as much as anyone, but also enjoy chillin and bein with my boo. If this is...
  • No Strings in Windsor - Hot and Sultry, Looking for Affection Thanks for opening my ad. I've been neglected for far too long and am in need of affection. Things are complicated so no strings only please. That is likely to change at some point in the future. My hair goes down to my lower back and I have soft skin. My height is 5'8" and I am slender but curvy i...
  • Curious Married Guy Seeking Discreet Connection πŸ€«πŸŒ™ That is the truth, the whole truth and nothing but the truth. I am married and I have had over the last few years sexual feelings towards other men. Discretion is therefore paramount. Therefore I would be looking to chat to someone who understands my position fully and would not in any way attempt t...
  • SEPARATED MOM 🧸 Seeking NSA Hookups in Windsor Separated mom for sex hookup in the Windsor area This is my first time trying adult classifieds. I'm pretty shy at first but I open up quickly after getting to know someone. I have an active imagination and fantasy life. I'm a kinky, naughty girl 😈 looking for some hot fun to let off this sexual...
  • I'm the Girl Your Mother Warned You About!... Ok, but I'm not All bad! What? Just because I want some fun and sexy playtime riding the weenie? Well then just spank me already and give it to me hard and teach me a lesson I'll never forget! Punish me and pound me like you mean it. Is it hot in here, or is it just me? Your mother was right and I n...
  • your place or ours? 🏠 SWINGERS SEEKING SEX PARTNERS in Windsor😘 Hey there, I'm Judie from Windsor. My husband and I are a fun-loving swinging couple who love to explore our fantasies and indulge in the playful side of life. We adore the thrill of wife swaps, threesomes, and all the excitement that comes with the swing lifestyle. View our nudes!What I love m...
  • Stop! Look no further for the girl of your Dreams! Hello guys in the Windsor area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlWindsor...
  • New to this place, Andrew, 36. Man Seeks Woman in Windsor Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more? I'll...
  • πŸ†πŸ’¦ Canada Shemale I Need to Date a Sexy ManπŸ†πŸ’¦ Canada Shemale ReadyNeeding sex here in Canada Canada πŸ“²  Transsexual Dating App  I'm new to Canada from America, but I need a sexy man to date and have some sexy fun..  I'm a transsexual or sometimes reffered to as a Shemale and I have a nice big cock for you.. Would you like to ...
  • Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean.  lived in Windsor for most of my life. I am a city worker so a l...
  • Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Windsor! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I hav...
  • Hey guys, I am looking for someone exciting and funny! Is that you? Cassie seeks charming and manly guy! I want someone sexy and fun. Clever and sweet seeking charming and manly guy. Please text me if you fit this description, or just hit me up me if you like my pics! Cassie89ooh I enjoy dining out, movies, hiking, travel, other cultures and sports. Did I mention ...